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Merck

D3876

Sigma-Aldrich

2′-Deoxyuridine 5′-monophosphate disodium salt

Sigma Grade

Synonym(e):

dUMP

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100 MG
229,00 €
250 MG
410,00 €
1 G
1.270,00 €

229,00 €


Versandbereit am07. April 2025Details



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100 MG
229,00 €
250 MG
410,00 €
1 G
1.270,00 €

About This Item

Lineare Formel:
C9H11N2O8PNa2
CAS-Nummer:
Molekulargewicht:
352.15
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
41106305
PubChem Substanz-ID:
NACRES:
NA.51

229,00 €


Versandbereit am07. April 2025Details


Biologische Quelle

synthetic (organic)

Qualität

Sigma Grade

Assay

≥98% (HPLC)

Form

powder

Lagertemp.

−20°C

SMILES String

[Na].OC1CC(OC1COP(O)(O)=O)N2C=CC(=O)NC2=O

InChI

1S/C9H13N2O8P.Na.H/c12-5-3-8(11-2-1-7(13)10-9(11)14)19-6(5)4-18-20(15,16)17;;/h1-2,5-6,8,12H,3-4H2,(H,10,13,14)(H2,15,16,17);;

InChIKey

WXIVKKBDJOCRNB-UHFFFAOYSA-N

Verwandte Kategorien

Allgemeine Beschreibung

2′-Deoxyuridine 5′-monophosphate disodium salt (dUMP) is a substrate for thymidylate synthase and is converted to deoxythymidine monophosphate (dTMP).[1]

Anwendung

2′-Deoxyuridine 5′-monophosphate (dUMP) is used by the enzyme thymidylate synthetase (TS) (EC 2.1.1.45) for the de novo production of dTMP. dUMP is used as the reference substrate in studies of dUMP analogues in potential chemotherapy applications.
2′-Deoxyuridine 5′-monophosphate disodium salt has been used:
  • in ultraperformance liquid chromatography-tandem mass spectrometry (UPLC/MS/MS) assay[1]
  • to stimulate proliferation of peripheral blood mononuclear cell (PBMCs) exposed to influenza virus antigen[2]
  • in thymidylate synthase activity assay Helicobacter pylori[3]

Biochem./physiol. Wirkung

2′-Deoxyuridine 5′-monophosphate disodium salt (dUMP) conversion to pyrimidine is inhibited by methotrexate.[1] The inhibition of dUMP to deoxythymidine monophosphate (dTMP) at the methylation step is a key in controlling bacterial and eukaryotic cell growth.[3]

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

Dimitri Topalis et al.
The FEBS journal, 272(24), 6254-6265 (2005-12-13)
Anti-poxvirus therapies are currently limited to cidofovir [(S)-1-(3-hydroxy-2-phosphonylmethoxypropyl)cytosine], but drug-resistant strains have already been characterized. In the aim of finding a new target, the thymidylate (TMP) kinase from vaccinia virus, the prototype of Orthopoxvirus, has been overexpressed in Escherichia coli
Xiaoli Zhang et al.
Protein and peptide letters, 19(11), 1225-1230 (2012-04-20)
ThyX, a flavin-dependent thymidylate synthase that is involved in the synthesis of dTMP from dUMP, is a promising target for the development of novel antibacterial drugs that aimed at blocking the biosynthesis of dTMP, one of the building blocks of
Glyn R Hemsworth et al.
The Journal of biological chemistry, 286(18), 16470-16481 (2011-04-02)
Members of the Leishmania genus are the causative agents of the life-threatening disease leishmaniasis. New drugs are being sought due to increasing resistance and adverse side effects with current treatments. The knowledge that dUTPase is an essential enzyme and that
Przemysław Ziemkowski et al.
Biochemical and biophysical research communications, 362(1), 37-43 (2007-08-19)
A series of 2'-fluoro-substituted dUMP/FdUMP analogues were synthesized, their interaction with human recombinant thymidylate synthase investigated, and structural (1)H and (19)F NMR study of the corresponding nucleosides performed. While 2'-F-dUMP (fluorine in the "down" configuration), in striking contrast to 2'-F-ara-UMP
Biochemistry: Anchors away.
Maria Paola Costi et al.
Nature, 458(7240), 840-841 (2009-04-17)

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